Design, synthesis of novel chitosan derivatives bearing quaternary phosphonium salts and evaluation of antifungal activity.

Abstract:

:Two novel chitosan derivatives modified with quaternary phosphonium salts were successfully synthesized, including tricyclohexylphosphonium acetyl chitosan chloride (TCPACSC) and triphenylphosphonium acetyl chitosan chloride (TPPACSC), and characterized by FTIR, 1H NMR, and 13C NMR spectra. The degree of substitution was also calculated by elemental analysis results. Their antifungal activities against Colletotrichum lagenarium, Watermelon fusarium, and Fusarium oxysporum were investigated in vitro using the radial growth assay, minimal inhibitory concentration, and minimum bactericidal concentration assay. The fungicidal assessment revealed that the synthesized chitosan derivatives had superior antifungal activity compared with chitosan. Especially, TPPACSC exhibited the best antifungal property with inhibitory indices of over 75% at 1.0mg/mL. The results obviously showed that quaternary phosphonium groups could effectively enhance antifungal activity of the synthesized chitosan derivatives. Meanwhile, it was also found that their antifungal activity was influenced by electron-withdrawing ability of the quaternary phosphonium salts. The synthetic strategy described here could be utilized for the development of chitosan as antifungal biomaterials.

journal_name

Int J Biol Macromol

authors

Tan W,Zhang J,Luan F,Wei L,Chen Y,Dong F,Li Q,Guo Z

doi

10.1016/j.ijbiomac.2017.04.073

subject

Has Abstract

pub_date

2017-09-01 00:00:00

pages

704-711

eissn

0141-8130

issn

1879-0003

pii

S0141-8130(16)33086-0

journal_volume

102

pub_type

杂志文章
  • Ginger polysaccharides induced cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells.

    abstract::In this study, ginger polysaccharide (GP) was obtained from ginger by enzymatic method, its chemical properties and antitumor activity were investigated. The results indicated that the composition and proportion of GP were l‑rhamnose, d‑arabinose, d‑mannose, d‑glucose and d‑galactose in a molar ratio of 3.64:5.37:3.04...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.10.169

    authors: Wang Y,Wang S,Song R,Cai J,Xu J,Tang X,Li N

    更新日期:2019-02-15 00:00:00

  • Development and characterization of antioxidant active packaging and intelligent Al3+-sensing films based on carboxymethyl chitosan and quercetin.

    abstract::Different amounts of quercetin were mixed with carboxymethyl chitosan (CMCS) to develop novel antioxidant active packaging and intelligent Al3+-sensing films. The physical properties, structure, antioxidant and Al3+-sensing abilities of CMCS-quercetin composite films were investigated. Results showed CMCS-quercetin co...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.12.264

    authors: Bai R,Zhang X,Yong H,Wang X,Liu Y,Liu J

    更新日期:2019-04-01 00:00:00

  • Role of peroxynitrite induced structural changes on H2B histone by physicochemical method.

    abstract::Histones are small highly conserved cationic proteins which bind DNA and remain confined in the nucleus. These histones are quite vulnerable to oxidizing and nitrating agents. Peroxynitrite is a powerful oxidant and nitrating agent present in the biological system. In this study, peroxynitrite-induced nitration and ox...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2015.10.085

    authors: Khan MA,Alam K,Dixit K,Rizvi MM

    更新日期:2016-01-01 00:00:00

  • Preparation and rheological characterization of Chitosan-Gelatine@ZnO-Si nanoparticles.

    abstract::Chitosan (Chi) and gelatine (Gel) polymer blends with ZnO nanoparticles loaded on silica were synthesized through a simple solution method under ultrasonic irradiation at different concentration ratios (5:3, 1:3 and 3:5). The viscosity characteristics of the nanostructure were investigated by using ultrasound irradiat...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2019.06.231

    authors: Karakuş S

    更新日期:2019-09-15 00:00:00

  • Central composite designed formulation, characterization and in vitro cytotoxic effect of erlotinib loaded chitosan nanoparticulate system.

    abstract::The most common cause of deaths due to cancers nowadays is lung cancer. The objective of this study was to prepare erlotinib loaded chitosan nanoparticles for their anticancer potential. To study the effect of formulation variables on prepared nanoparticles using central composite design. Erlotinib loaded chitosan nan...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2019.09.023

    authors: Pandey P,Chellappan DK,Tambuwala MM,Bakshi HA,Dua K,Dureja H

    更新日期:2019-12-01 00:00:00

  • The C-terminal α-helices of mammalian Hsc70 play a critical role in the stabilization of α-synuclein binding and inhibition of aggregation.

    abstract::Protein misfolding, followed by aggregation and amyloid formation is an underlying pathological hallmark in a number of prevalent diseases, including Parkinson's (PD), Alzheimer's (AD) and Type 2 diabetes (T2D). In the case of PD, the aggregation of α-synuclein protein (α-syn) has been shown to be highly cytotoxic and...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2015.10.089

    authors: Chaari A,Eliezer D,Ladjimi M

    更新日期:2016-02-01 00:00:00

  • Fabrication of cationic nanostructures from short self-assembling amphiphilic mixed α/β-pentapeptide: Potential candidates for drug delivery, gene delivery, and antimicrobial applications.

    abstract::The present article describes designing and fabrication of nanostructures from a mixed α/β-pentapeptide, Lys-βAla-βAla-Lys-βAla, which majorly contains non-natural β-alanine residues in the backbone with two α-lysine residues at 1- and 4-positions. The amphiphilic pentapeptide showed the ability to self-assemble into ...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.01.079

    authors: Goel R,Garg C,Gautam HK,Sharma AK,Kumar P,Gupta A

    更新日期:2018-05-01 00:00:00

  • Selective separation of human serum albumin with copper(II) chelated poly(hydroxyethyl methacrylate) based nanoparticles.

    abstract::Poly(hydroxyethyl methacrylate) (PHEMA) nanoparticles with an average size of 300 nm in diameter and with a polydispersity index of 1.156 were produced by surfactant free emulsion polymerization. Specific surface area of the PHEMA nanoparticles was found to be 996 m(2)/g. Metal-chelating ligand 3-(2-imidazoline-1-yl)p...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2009.04.023

    authors: Karakoc V,Yilmaz E,Türkmen D,Oztürk N,Akgöl S,Denizli A

    更新日期:2009-08-01 00:00:00

  • Chitosan/Sterculia striata polysaccharides nanocomplex as a potential chloroquine drug release device.

    abstract::Nanoparticles are produced by means of polyelectrolyte complexation (PEC) of oppositely charged polycationic chitosan (CH) with polyanionic polysaccharide extracted from Sterculia striata exudates (rhamnogalacturonoglycan (RG)-type polysaccharide). The nanoparticles formed with low-molar-mass CH are larger than those ...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2016.03.070

    authors: Magalhães GA Jr,Moura Neto E,Sombra VG,Richter AR,Abreu CM,Feitosa JP,Paula HC,Goycoolea FM,de Paula RC

    更新日期:2016-07-01 00:00:00

  • On the interconnection of clusters and building blocks in barley amylopectin.

    abstract::Amylopectin is a highly branched starch component built up of a large number of clustered α-D-glucose chains. A single C-chain possesses the reducing end and carries the rest of the macromolecule. The aim of this study was to investigate the interconnection of clusters and domains (groups of clusters) in barley amylop...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2012.12.032

    authors: Källman A,Bertoft E,Koch K,Åman P,Andersson R

    更新日期:2013-04-01 00:00:00

  • Anti-psoriatic and toxicity evaluation of methotrexate loaded chitin nanogel in imiquimod induced mice model.

    abstract::Methotrexate loaded chitin nanogel (MCNG) was formulated for its topical use in psoriasis. MCNG was characterized by DLS, TEM and FTIR. The MCNG particles were spherical in shape with size of 196±14nm, having surface charge of +9.21±0.42 mv. MCNG exhibited greater swelling and drug release at acidic pH than neutral an...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2017.10.112

    authors: Panonnummal R,Sabitha M

    更新日期:2018-04-15 00:00:00

  • Glu residues of βDELSEED-motif are essential for peptide binding in Escherichia coli ATP synthase.

    abstract::The current study establishes the necessity of Glu-381, Glu-384, and Glu-385 in the βDELSEED-motif of Escherichia coli ATP synthase for peptide binding and inhibition. Inhibitory profiles of wild type and mutant E. coli membrane bound F1Fo ATP synthase were studied in the presence and absence of C-terminal NH2 bound m...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.05.118

    authors: Azim S,Ahmad Z

    更新日期:2018-09-01 00:00:00

  • Synthesis and characterization of a new soluble soybean polysaccharide-iron(III) complex using ion exchange column.

    abstract::A new ion exchange column method was investigated to synthesize the soluble soybean polysaccharide-iron(III) complex (SSPS-FeIII1) using soluble soybean polysaccharides (SSPS). The feasibility of ion exchange column reaction was explored firstly. Results indicated the D730 anion macroporous adsorption resin could effe...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2017.11.038

    authors: Gao W,Huang Y,He R,Zeng XA

    更新日期:2018-03-01 00:00:00

  • Development of Ga-68 labeled, biotinylated thiosemicarbazone dextran-coated iron oxide nanoparticles as multimodal PET/MRI probe.

    abstract::Bifunctional biotinylated thiosemicarbazone dextran-coated iron oxide Nanoparticles (NPs) were fabricated. Aldehyde groups of the oxidized dextran-coating layer were utilized to conjugate biotin as a tumor-targeting agent and thiosemicarbazide as a cation chelator on the surface of NPs. The final product was character...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.01.208

    authors: Gholipour N,Akhlaghi M,Mokhtari Kheirabadi A,Geramifar P,Beiki D

    更新日期:2020-04-01 00:00:00

  • KGM-based magnetic carbon aerogels matrix for the uptake of methylene blue and methyl orange.

    abstract::In this study, the preparation of magnetic Fe and Mn oxides (Mag-FMBO) loaded carbon aerogels (CA) based on konjac glucomannan (KGM) and their performance for dyes adsorption were investigated. The prepared magnetic carbon aerogels (Mag-CA) materials were characterized by various methods, including BET surface area an...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2016.07.106

    authors: Ye S,Jin W,Huang Q,Hu Y,Li Y,Li B

    更新日期:2016-11-01 00:00:00

  • Rheological study on mixtures of different molecular weight hyaluronates.

    abstract::The shear flow of hyaluronate solutions prepared from mixtures of hyaluronates with different molecular weights has been studied. This paper shows that prediction of the rheological behaviour of polymer mixtures at a given polymer concentration is possible knowing the intrinsic viscosity of the different mixed samples...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/0141-8130(94)90040-x

    authors: Berriaud N,Milas M,Rinaudo M

    更新日期:1994-06-01 00:00:00

  • Properties and in vitro drug release of pH- and temperature-sensitive double cross-linked interpenetrating polymer network hydrogels based on hyaluronic acid/poly (N-isopropylacrylamide) for transdermal delivery of luteolin.

    abstract::In this study, we prepared double cross-linked interpenetrating polymer network (IPN) hydrogels composed of temperature sensitive poly (N-isopropylacrylamide) (PNIPAM) and pH sensitive hyaluronic acid (HA) by radical polymerization and Michael addition. Their physicochemical properties for transdermal delivery of lute...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.06.061

    authors: Kim AR,Lee SL,Park SN

    更新日期:2018-10-15 00:00:00

  • A polysaccharide isolated from Sphallerocarpus gracilis protects PC12 cells against hydrogen peroxide-induced injury.

    abstract::Sphallerocarpus gracilis is a medicinal and edible plant in China with high nutritional value. We examined the structure and bioactivity of a new polysaccharide fraction purified from S. gracilis named SGP-1. This polysaccharide possessed an average molecular weight of 4.916 × 105 and was primarily composed of arabino...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.11.208

    authors: Guo J,Liu Q,Wang C,Shi J,Zhang J

    更新日期:2019-05-15 00:00:00

  • Encapsulation of β-carotene in oleogel-in-water Pickering emulsion with improved stability and bioaccessibility.

    abstract::β-carotene (BC) is beneficial for human health. However, the low oxidative stability and bioavailability of hydrophobic BC limit its utilization as supplements in functional foods and pharmaceutical products. Herein a conventional oil-in-water Pickering emulsion (OPEs-1) and an oleogel-in-water Pickering emulsion (OPE...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.07.227

    authors: Qi W,Zhang Z,Wu T

    更新日期:2020-12-01 00:00:00

  • Development and in vitro characterization of chitosan/starch/halloysite nanotubes ternary nanocomposite films.

    abstract::In this present study, ternary nanocomposite films of chitosan/starch/halloysite nanotubes (ChSHT) were fabricated by solution casting process. The ternary nanocomposite films were characterized by using various techniques such as Fourier transform infrared (FTIR), X-ray Diffraction (XRD), water contact angle, water a...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2019.01.047

    authors: Devi N,Dutta J

    更新日期:2019-04-15 00:00:00

  • Effects of ionic polysaccharides and egg white protein complex formulations on dough rheological properties, structure formation and in vitro starch digestibility of wet sweet potato vermicelli.

    abstract::Effects of ionic polysaccharides [chitosan (C), sodium alginate (A) and xanthan (X)] and egg white protein (EP) complex formulations on dough rheology, structure formation and in vitro starch digestibility of wet sweet potato vermicelli (SPV) were investigated. Linear viscoelastic region (LVR) with low strain level of...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.02.020

    authors: Feng YY,Mu TH,Zhang M,Ma MM

    更新日期:2020-04-15 00:00:00

  • Simultaneous adsorption of Cu2+ and Acid fuchsin (AF) from aqueous solutions by CMC/bentonite composite.

    abstract::Carboxymethyl-chitosan (CMC)/bentonite composite was prepared by the method of membrane-forming, and characterized by Fourier transform infrared spectroscopy (FTIR) and X-ray diffraction (XRD) techniques. The simultaneous adsorption of Cu2+ and Acid fuchsin (AF) applying CMC/bentonite composite as an adsorbent in sing...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2018.04.075

    authors: Gong N,Liu Y,Huang R

    更新日期:2018-08-01 00:00:00

  • Elastic and biodegradable chitosan/agarose film revealing slightly acidic pH for potential applications in regenerative medicine as artificial skin graft.

    abstract::The aim of this work was to develop new method for the production of chitosan/agarose (CHN/A) film that could serve as a potential artificial skin substitute for regenerative medicine applications. Within this new production method, the concentrations of biomaterial components (chitosan in CH3COOH and agarose in NaOH)...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.07.099

    authors: Vivcharenko V,Benko A,Palka K,Wojcik M,Przekora A

    更新日期:2020-12-01 00:00:00

  • Expression and characterization of a novel recombinant cytotoxin II from Naja naja oxiana venom: A potential treatment for breast cancer.

    abstract::Breast cancer (BC) is among the leading causes of mortality from cancer in women. Many of the available anticancer drugs have various side effects. Therefore, researchers are seeking novel anticancer agents particularly from natural compounds and in this regard, snake venom is still one of the main sources of drug dis...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.06.130

    authors: Derakhshani A,Silvestris N,Hajiasgharzadeh K,Mahmoudzadeh S,Fereidouni M,Paradiso AV,Brunetti O,Atarod D,Safarpour H,Baradaran B

    更新日期:2020-11-01 00:00:00

  • Purification, characterization, antioxidant and anticancer activities of novel polysaccharides extracted from Bachu mushroom.

    abstract::Two novel polysaccharide fractions (HLP1-1 and HLP2-1) were purified from crude polysaccharides of Helvella leucopus by using DEAE-52 column (2.6cm×20cm) and Sephadex G-150 column (1.6×60cm). The characterization, antioxidant and anticancer activities of HLP1-1 and HLP2-1 were investigated. The GPC results showed that...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2017.09.088

    authors: Zeng D,Zhu S

    更新日期:2018-02-01 00:00:00

  • Enhanced defluoridation and facile separation of magnetic nano-hydroxyapatite/alginate composite.

    abstract::In this research study, a new magnetic biosorbent was developed by the fabrication of magnetic Fe3O4 particles on nano-hydroxyapatite(n-HAp)/alginate (Alg) composite (Fe3O4@n-HApAlg composite) for defluoridation in batch mode. The synthesized Fe3O4@n-HApAlg biocomposite possess an enhanced defluoridation capacity (DC)...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2015.06.019

    authors: Pandi K,Viswanathan N

    更新日期:2015-09-01 00:00:00

  • Structural and thermodynamic studies of binding saturated fatty acids to bovine β-lactoglobulin.

    abstract::Lactoglobulin is a globular milk protein for which physiological function has not been clarified. Due to its binding properties lactoglobulin might serve as a carrier for bioactive molecules. Binding of 12-, 14-, 16- and 18-carbon saturated fatty acids to bovine β-lactoglobulin has been characterised by isothermal tit...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2012.03.002

    authors: Loch JI,Polit A,Bonarek P,Olszewska D,Kurpiewska K,Dziedzicka-Wasylewska M,Lewiński K

    更新日期:2012-05-01 00:00:00

  • Effect of salinity stress on bioactive compounds and antioxidant activity of wheat microgreen extract under organic cultivation conditions.

    abstract::This study was conducted to confirm the effects of salinity stress on bioactive compounds and antioxidant activity of wheat microgreen extract. The microgreens were cultivated for 8 days in organic media with different concentrations of Na [0 (control), 12.5, 25, 50, and 100 mM from sodium chloride] which was containe...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2019.08.090

    authors: Islam MZ,Park BJ,Lee YT

    更新日期:2019-11-01 00:00:00

  • Effect of high energy ball milling on organic pollutant adsorption properties of chitosan.

    abstract::In the present work, chitosan physicochemical transformations that occur during high energy ball milling are investigated and correlated with adsorption capacity of organic pollutants (using azo-dye reactive red 2 as molecular probe). Experimental results reveal that chitosan ball milled for 1 h shows a 70% increase o...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2020.01.171

    authors: Qiu W,Vakili M,Cagnetta G,Huang J,Yu G

    更新日期:2020-04-01 00:00:00

  • Dacarbazine as a minor groove binder of DNA: Spectroscopic, biophysical and molecular docking studies.

    abstract::A detailed investigation on the mode of action and binding mechanism of a potent anticancer drug, 5-(3,3-dimethyl-1-triazeno)-imidazole-4-carboxamide (DCR) with calf thymus DNA (ctDNA) was carried out. UV-vis and fluorescence spectrophotometry suggested the formation of complex between DCR and ctDNA. The binding const...

    journal_title:International journal of biological macromolecules

    pub_type: 杂志文章

    doi:10.1016/j.ijbiomac.2015.04.055

    authors: Ahmad I,Ahmad M

    更新日期:2015-08-01 00:00:00